A historic building with a green roof, surrounded by well-maintained gardens and a stone fence.

Vacation Homes in Durham Region

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Durham Region vacation homes

Terrace/patio

1. Lakefront Cottage w/Hot Tub, BBQ Grill, Deck, Fire Pit, Fire Place, Sauna, Dock.

Lakefront Cottage w/Hot Tub, BBQ Grill, Deck, Fire Pit, Fire Place, Sauna, Dock.
Beaverton
9.0 out of 10, Wonderful, (82 reviews)
"The stay was lovely our group had an amazing time. The property was beautiful and clean and right on the water. The amenities were great as well we especially enjoyed using the hottub and watching the sun set over the lake."
United States
Rhea J.
The price is AED 683
AED 1,721 total
includes taxes & fees
18 Oct - 19 Oct
Lakefront Cottage w/Hot Tub, BBQ Grill, Deck, Fire Pit, Fire Place, Sauna, Dock.
Sauna

2. The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!

The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!
Uxbridge
6.6 out of 10, (4 reviews)
"More of a glamping experience than a normal air bnb. Be handy with troubleshooting in case of any minor issues that can crop up, especially during storms. If you're up to the challenge, though, 5/5"
Canada
Jordan
The price is AED 425
AED 683 total
includes taxes & fees
22 Sep - 23 Sep
The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!
2 bedrooms, desk, iron/ironing board, WiFi (free)

3. Modern luxury suite near historic downtown Port Perry

Modern luxury suite near historic downtown Port Perry
Port Perry
9.8 out of 10, Exceptional, (11 reviews)
"Beautiful property, and amazing host!"
Canada
Brian
The price is AED 486
AED 680 total
includes taxes & fees
12 Oct - 13 Oct
Modern luxury suite near historic downtown Port Perry
Private kitchen

4. New Modern Home + Free Parking In Ajax

New Modern Home + Free Parking In Ajax
Ajax
8.8 out of 10, Excellent, (21 reviews)
"Clean, convenient, and easy to check-in and out!"
United States
Jordan
The price is AED 460
AED 932 total
includes taxes & fees
22 Sep - 23 Sep
New Modern Home + Free Parking In Ajax
Interior

5. A beautiful Walkout basement

A beautiful Walkout basement
Highbush
9.6 out of 10, Exceptional, (10 reviews)
"Space was great, clean and a good location"
Canada
Chelsea
The price is AED 383
AED 979 total
includes taxes & fees
5 Oct - 6 Oct
A beautiful Walkout basement
3 bedrooms, iron/ironing board, WiFi (free), bed sheets

6. Detached 3 BR home in Ajax,ON

Detached 3 BR home in Ajax,ON
Ajax
9.6 out of 10, Exceptional, (47 reviews)
"Very comfortable and cozy, quite private and two showers plus laundry. Bus stop just north at audleyTaunton if you don't drive. Very friendly hosts."
United States
Mathew B.
Detached 3 BR home in Ajax,ON
4 bedrooms, desk, iron/ironing board, WiFi (free)

7. Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard

Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
Lamoreaux
10.0 out of 10, Exceptional, (1 review)
The price is AED 772
AED 1,504 total
includes taxes & fees
28 Sep - 29 Sep
Cedar Nest - 5 Beds, 3.5 Baths, 2 Park, Backyard
Coffee/tea maker, fridge, microwave, oven

8. 5 minutes away from Hwy 401/Easily accessible to Toronto/close to Heber down

5 minutes away from Hwy 401/Easily accessible to Toronto/close to Heber down
Whitby
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful, spacious, brand new home. Lots of room and a great location. Getting in was easy with the app for the garage and kind of fun to use. Two couples with kids would fit comfortably. I would stay again and would recommend it to others."
United States
Misty T.
5 minutes away from Hwy 401/Easily accessible to Toronto/close to Heber down
Coffee/tea maker, fridge, microwave, oven

9. Walkout 1 Beb, 1 Bath Bsmnt Apt

Walkout 1 Beb, 1 Bath Bsmnt Apt
Ajax
10.0 out of 10, Exceptional, (15 reviews)
"My third stay and as always everything was perfect! So happy to have had chance to meet and chat eith Laila. "
United States
suzanne h.
Walkout 1 Beb, 1 Bath Bsmnt Apt
Exterior

10. Spacious Modern 4BR Home | Family & Group Getaway, a minute walk to Lake Ontario

Spacious Modern 4BR Home | Family & Group Getaway, a minute walk to Lake Ontario
Clarington
9.2 out of 10, Wonderful, (5 reviews)
"Ifti is the most understandable, human and nice host we have ever had with a rental, I highly recommend this rental, you will be well taken care of and are in good hands, the place was nice and clean, exactly what we needed."
Canada
Marc Henri
Spacious Modern 4BR Home | Family & Group Getaway, a minute walk to Lake Ontario
Lobby

11. Soft landing spot | Relaxed basement hideout

Soft landing spot | Relaxed basement hideout
Ajax
8.0 out of 10, Very good, (1 review)
"Great location and pet friendly!Host was kind and easy to communicate with.Could only see one photo on the listing- rest of property is nice.Minimal counter space in the bathroom.Only one sink/basin in kitchen, no dishwasher.Couldn't figure out to operate the dryer."
Canada
Mara S.
Soft landing spot | Relaxed basement hideout
Interior

12. Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!

Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Liverpool
10.0 out of 10, Exceptional, (3 reviews)
"Was what we needed for the night"
United States
Lisa S.
The price is AED 319
AED 488 total
includes taxes & fees
22 Sep - 23 Sep
Entire Private Suite! Free Parking! Comfortable Stay! Excellent Location!
Beach

13. Green Door

Green Door
Beaverton
9.0 out of 10, Wonderful, (16 reviews)
"The house was as described and it suited our needs perfectly. We were in town for an anniversary party and didn't really spend much time in the house but it certainly accommodated our needs."
United States
Scott C.
Green Door
Interior

14. Walk out to Salmon Creek

Walk out to Salmon Creek
Bowmanville
10.0 out of 10, Exceptional, (3 reviews)
"Clean and spacious "
Canada
David
The price is AED 158
AED 439 total
includes taxes & fees
23 Sep - 24 Sep
Walk out to Salmon Creek
Smart TV, fireplace

15. Entire 1 bedroom basement suite with separate entrance in North Oshawa

Entire 1 bedroom basement suite with separate entrance in North Oshawa
Donevan
9.6 out of 10, Exceptional, (19 reviews)
"Property was as described"
Canada
Mahadeo
The price is AED 199
AED 483 total
includes taxes & fees
25 Sep - 26 Sep
Entire 1 bedroom basement suite with separate entrance in North Oshawa
Exterior

16. Remote & peaceful 3BR/2BA Luxury Getaway on a remote farm 10 min to DT Beaverton

Remote & peaceful 3BR/2BA Luxury Getaway on a remote farm 10 min to DT Beaverton
Beaverton
9.8 out of 10, Exceptional, (6 reviews)
"The location of the house was great. A nice quiet remodeled farmhouse. Will definitely stay here again!"
United States
Elizabeth Z.
Remote & peaceful 3BR/2BA Luxury Getaway on a remote farm 10 min to DT Beaverton
Sun loungers

17. Executive Retreat/Forest Trails/Golfing/Skating

Executive Retreat/Forest Trails/Golfing/Skating
Whitby
8.0 out of 10, Very good, (3 reviews)
"Thanks for letting us stay it was very relaxing."
United States
Chris S.
Executive Retreat/Forest Trails/Golfing/Skating
Microwave, oven, stovetop, dishwasher

18. Lakeside Luxe

Lakeside Luxe
West Shore
8.8 out of 10, Excellent, (6 reviews)
"It is a dramatic home on a quiet street a couple of blocks from the lake. We enjoyed our stay."
United States
Janis L.
Lakeside Luxe
Interior

19. Little Haven Loft

Little Haven Loft
Whitby
9.8 out of 10, Exceptional, (7 reviews)
"Nice quiet 2 bedroom unit, Easy check in, good communication We drive a standard size 1500 pick up and parking was tight but owner offered his spot so we wouldn’t get a ticket. Over all a great spot and easy people to deal with. A+"
Canada
L
Little Haven Loft
Property grounds

20. Scugog Island- Lake View & ACCESS!!! Enjoy your PRIVATE retreat 😃 Deeded Access!

Scugog Island- Lake View & ACCESS!!! Enjoy your PRIVATE retreat 😃 Deeded Access!
Port Perry
8.0 out of 10, Very good, (1 review)
"My family really enjoyed our Port Perry experience here. The host's communication was excellent and the property was as listed."
United States
Janice W.
The price is AED 695
AED 1,061 total
includes taxes & fees
30 Sep - 1 Oct
Scugog Island- Lake View & ACCESS!!! Enjoy your PRIVATE retreat 😃 Deeded Access!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Durham Region Hotel Reviews

Holiday Inn Express Whitby by IHG

Holiday Inn Express Whitby by IHG

8/10 Good
"It was great. My phone wouldn’t shift over but 5 stars for sure"
Tim 1-night trip
Posted less than an hour ago
Holiday Inn Express Whitby by IHG

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